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Hydrochloric Acid → (2R)-N-hydroxy-4-[4-{4-[(4-hydroxycyclohexyl)oxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)butanamide

HRID 84227
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HRID 84227 반응식
Cl.[OH:2][CH:3]1[CH2:8][CH2:7][CH:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][N:19]([CH2:22][CH2:23][C@@:24]([CH3:39])([S:35]([CH3:38])(=[O:37])=[O:36])[C:25]([NH:27][O:28]C4CCCCO4)=[O:26])[C:18](=[O:40])[CH:17]=3)=[CH:12][CH:11]=2)[CH2:5][CH2:4]1>O1CCOCC1>[OH:28][NH:27][C:25](=[O:26])[C@:24]([CH3:39])([S:35]([CH3:38])(=[O:37])=[O:36])[CH2:23][CH2:22][N:19]1[CH:20]=[CH:21][C:16]([C:13]2[CH:12]=[CH:11][C:10]([O:9][CH:6]3[CH2:5][CH2:4][CH:3]([OH:2])[CH2:8][CH2:7]3)=[CH:15][CH:14]=2)=[CH:17][C:18]1=[O:40]
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반응물 2

HCID 313Hydrochloric AcidHCID 86671918(2R)-4-[4-{4-[(4-hydroxycyclohexyl)oxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide

생성물 1

HCID 86671917(2R)-N-hydroxy-4-[4-{4-[(4-hydroxycyclohexyl)oxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)butanamide수율 54%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

HCl (1.0 N in water, 2.37 mL) was added to a solution of the (2R)-4-[4-{4-[(4-hydroxycyclohexyl)oxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (444 mg, 0.789 mmol) in 1,4-dioxane (5 mL). After 1 hour the reaction was concentrated to give a brown solid. The solid was triturated with ethanol at 50° C., for 30 minutes. After cooling, filtration afforded the title compound as a white solid (203 mg, 54%).LCMS m/z 479.7 (M+1)

후처리

  1. concentrationAfter 1 hour the reaction was concentrated
  2. customto give a brown solid
  3. customThe solid was triturated with ethanol at 50° C., for 30 minutes
  4. temperatureAfter cooling
  5. filtrationfiltration

출처 및 근거

ORD 기록
ord-5b569f7d09494f43be2e83ae7635fd4b
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846933B2

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